Itazura Gokuaku is played from the perspective of a chikan named Takahashi Shunsuke, who has been falsely convicted for sexual harassment of a girl named Onodera Yuzu.
After a short introduction in which the player meets Amatsuki Kaede (The main protagonist's younger sister) and Onodera Yuzu, the player can choose each day one of the following actions:
Go outside, where the protagonist goes to the local subway station and may meet one of the female characters.
Call, where the protagonist calls one of the girls or guys he met. (Available only in level 2)
Pass time, where nothing happens until the next day.
In every encounter with a girl on the train, the player can molest her until her "ecstasy bar" reaches a certain level. After several encounters, the level of the girl gets raised, which allows the player to rape the girl and eventually get her to enjoy it. Each girl (except for Kaede and Yuzu) also has a guy who is related to her in some way, with which the player can gang rape her and other girls.
During the molestation scenes, the player controls the action by making movements with the mouse. The game features a realistic sexual simulator which allows the player to grope and undress the characters on a crowded train. In level 2, The player has a variety of sexual positions to choose from such as woman on top and forced fellatio (irrumatio).
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